Jim Deady

Jim Deady is an accomplished Regional Manager at Insperity since June 2008, responsible for expanding the company's presence in the Illinois, Wisconsin, Michigan, and Indiana markets while managing seven offices, with plans to add an eighth in 2024. Previously, Jim served as District Manager, receiving the Chairman Club Award multiple times from 2008 to 2014, and successfully led a team of nine business performance advisers focused on supporting small businesses in the Chicago area. Before Insperity, Jim held various roles at First Franklin Financial from May 1998 to September 2007, ultimately becoming Regional Senior Vice President, overseeing sales and operations across several states, managing a significant team, and earning the Franklin Club recognition from 1998 to 2007. Early in Jim's career, a position as an account executive at Alliance Funding involved collaboration with over 40 brokers in the Chicagoland region. Jim graduated from DePaul University and attended Loyola Academy.